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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538677Generated: October 30, 2026

Bromobenzene → HCID 68180918, compound

https://huagongshe.com/reaction/538677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 68180905HCID 68180905—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68180918HCID 68180918—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of compound 39 (1.5 g, 4.54 mmol) in dioxane (22 mL) were added bromobenzene (1 mL, 9.09 mmol), DavePhos (0.36 g, 0.91 mmol), and KOtBu (1.28 g, 11.36 mmol) and purged with argon for 15 minutes. Then Pd2(dba)3 (0.42 g, 0.45 mmol) was added and the solution was again purged for 15 minutes. The reaction mixture was heated in a microwave for 1 hour at 100° C. The reaction mixture was diluted in ethyl acetate and washed with water and brine. The organic layer was dried over anhydrous Na2SO4, filtered and evaporated. The crude product was purified by Combiflash® chromatography eluting with 5-6% of ethyl acetate-hexane to provide compound 40.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865741B2
Source datasetuspto-grants-2014_10
ORD IDord-28740f87f05c4f0f8b0e77df7fe1354f
Source noteuspto-grants-2014_10